Brest's argument ... violates the logical law of the excluded middle: ... if you wind up in a situation where current case law says "not A" but the original statute says "A", somebody screwed up big time somewhere in the middle.
Definitely, the current practice should be much more disciplined about standing up and correcting those instances. Still, I think there could be exceptions where it just works out that way.
What Brest calls "prudence," meaning the changing the previously accepted general understanding of the law to make it fit under new circumstances is a power belonging not to judges, but to the legislator or the amendment process (that's what they're there for).
I am not complaining about your post, but I am sick to death of hearing about "judicial supremacy" (tyrrany) dressed up the robe of liberty.